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6 Cheapest Caribbean Islands To Visit This Winter

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With airline fares at a record high, these are the cheapest Caribbean islands to visit this winter to save money on your next vacation. In a recent report, the U.S. Bureau of Labor revealed that airline fares have increased by 42.9% between September 2021 and September 2022.

Beach in Puerto Rico

Another report from travel booking platform Hopper predicts that holiday fares for this winter will surge. Flights at Thanksgiving are expected to cost 43% more than last year, while fares at Christmas are expected to be 39% pricier than last year.

With the demand for travel back and higher than ever before, there doesn't appear to be an end in sight for the rising cost of flights.


So how can you save on your travels this winter?

Choosing a more affordable destination is one of the best ways to offset higher flight costs this year.

There are many destinations in the Caribbean that are just a short flight away from the United States that offer sun, sand, and relaxation at a price that won't hurt your wallet.

1. The Dominican Republic

The Dominican Republic is one of the most affordable islands in the Caribbean, with options that will suit any traveler.

If you're after a luxury all-inclusive vacation, you can score great deals on resorts in destinations like Punta Cana, La Romana, and Puerto Plata. There are also numerous nonstop flights from the United States to the Dominican Republic, making this island very easy to get to.

  • Cheapest round-trip airfare from NYC: $289
  • Average nightly rate for a 3-star hotel: $108

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Bavaro Beach in Punta Cana Dominican Republic

2. Puerto Rico

As a territory of the United States, Puerto Rico is easy and hassle-free to visit, with no passport required for Americans.

Not only is the historic and colorful capital city of San Juan an excellent destination to explore, Puerto Rico has some of the best underrated beaches in the Caribbean. This is another destination that's easy to get to from the United States, with plenty of affordable nonstop flights.

  • Cheapest round-trip airfare from NYC: $169
  • Average nightly rate for a 3-star hotel: $111
Beautiful Puerto Rico Coastline

3. Jamaica

Jamaica is known for being a laidback destination and the birthplace of reggae music. With beautiful beaches, great food, friendly people, and affordable prices, it's one of the top Caribbean islands to visit.

Tourists in Jamaica can find great deals on all-inclusive resorts and hotels in destinations like Montego Bay, Negril, and Ocho Rios.

  • Cheapest round-trip airfare from NYC: $356
  • Average nightly rate for a 3-star hotel: $130
People enjoy Doctor's Cave Beach in Montego Bay Jamaica on a sunny day.

4. Curaçao

Curaçao is a lesser-known Southern Caribbean island that is surprisingly affordable. This Dutch island is one of the top destinations in the Caribbean for scuba diving. It's also home to some truly stunning beaches.

If you're looking for a unique destination that won't break the bank, Curaçao delivers. Travelers can choose from all-inclusive resorts and hotels that don't cost as much as similar destinations.

  • Cheapest round-trip airfare from NYC: $333
  • Average nightly rate for a 3-star hotel: $125
man diving into ocean

5. Barbados

Barbados is a Caribbean island known for having gorgeous beaches and a diverse natural landscape.

Although it's not the most affordable island on this list, you can still score some good deals on all-inclusive resorts and hotels in this Caribbean destination.

  • Cheapest round-trip airfare from NYC: $425
  • Average nightly rate for a 3-star hotel: $187
barbados sunset beach

6. U.S. Virgin Islands

The U.S. Virgin Islands, including St. Thomas, St. Croix, and St. John, are some of the most beautiful islands in the Caribbean. These islands are especially popular with sailing enthusiasts.

And being U.S. territories, American tourists do not need a passport in order to visit. There are also lots of great nonstop flight deals available, and although hotels can be on the pricier side, there are still some good deals to be found, especially away from the busier cruise ports.

  • Cheapest round-trip airfare from NYC: $249
  • Average nightly rate for a hotel: $209
virgin islands

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Opinions expressed here are the author’s alone, not those of any bank, credit card issuer, hotel, airline, or other entity. This content has not been reviewed, approved or otherwise endorsed by any of the entities included within the post.